Willard Fillmore (NORM MACDONALD) has spent the past decade or so of his life serving as the unappreciated chauffeur and generally overall abused slave of Miss Crock (ELIANE STRITCH), the owner of a successful pastry corporation. While the wealthy businesswoman has no problem giving her assistant, Chip Oswald (SHERMAN HEMSLEY), fifty-thousand dollars for Christmas, she can't manage to bring herself to replace Willard's worn out jacket that belonged to his father who held the same position before him for thirty some years.
As such, Willard hates his job, but remembers the advice his father gave him about sticking with Miss Crock -- you'll get ahead" - and thus continues in his unrewarding, thankless position. His best friend, Rusty Hayes (DAVE CHAPPELLE), however, thinks he should do something about his situation. When the two happen across a kidnapping plot on an old movie playing on TV, they hatch a plan to kidnap Crock's feisty little pooch, Muffin, and ask for a million dollar ransom.
The two manage to nab the dog, but not before it bites Willard's hand and leaves his blood, along with signs of a struggle and a nebulous ransom note for Miss Crock to find. As the pooch manages to escape from his kidnappers, Crock is led to believe that someone has kidnapped Willard. Although she's initially reluctant to pay the ransom for a man she despises, public sentiment grows and Crock finds herself forced to deal with the kidnapper.
Of course, that turns out to be Willard himself as he and Rusty scramble to cover their bases when they discover they no longer have the dog and learn that Willard's so-called disappearance had made the news. With Pittsburgh detective Tom Dewey (DANIEL BENZALI) hot on the case, and asking for help from Willard's friend, Hillary (SARAH SILVERMAN), and a less than sanitary and somewhat demented mortician, Grover Cleaver (DANNY DEVITO), Willard and Rusty continually modify their plan as ever more complications foul up their plans to make Crock pay for her callous ways.